1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

Base Information

• Chemical Name: 1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone
• CAS No.: 170910-92-6
• Molecular Formula: C₂₄H₂₂F₅N₅O₃
• Molecular Weight: 523.462
• Mol file: 170910-92-6.mol

Synonyms:1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

Chemical Property of 1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

There total 19 articles about 1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

1,2,4-Triazole (288-88-0) + 1-{(R)-1-[(R)-2-(2-Fluoro-phenyl)-oxiranyl]-ethyl}-3-[4-(2,2,3,3-tetrafluoro-propoxy)-phenyl]-1,3-dihydro-imidazol-2-one → 1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (170910-92-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 50 ℃; for 5h;

DOI:10.1248/cpb.47.351

Reference yield: 75.0%

1,2,4-Triazole (288-88-0) + 1-[(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (174563-24-7) → 1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (170910-92-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 5h;

DOI:10.1248/cpb.47.360

Reference yield:

(R)-1-[2-(2-Fluoro-phenyl)-oxiranyl]-ethanol → 1-[(1R,2R)-2-(2-fluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone (170910-92-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 27 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 7 h / Ambient temperature

2: 97 percent / 1N aq. NaOH / methanol / 1 h / Ambient temperature

3: diisopropylethylamine / CH₂Cl₂ / 0.67 h / -78 - -20 °C

4: 1.) NaH / 1.) DMF, -10 deg C, 2.) DMF, a) -10 deg C, 10 min, b) 0 deg C, 20 min

5: 77 percent / NaH / dimethylformamide / 5 h / 50 °C

With sodium hydroxide; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.47.351

upstream raw materials:

1,2,4-Triazole

1-[(1R,2S)-2-(2-fluorophenyl)-2-hydroxy-3-methanesulfonyloxy-1-methylpropyl]-3-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-2(1H,3H)-imidazolone

(2S)-2'-fluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-propiophenone

(S)-1-(2-Fluorophenyl)-2-hydroxypropanone